EP3300771B1 - Utilisation d'isosorbidecaprylates/caprates dans des déodorants et des anti-transpirants - Google Patents
Utilisation d'isosorbidecaprylates/caprates dans des déodorants et des anti-transpirants Download PDFInfo
- Publication number
- EP3300771B1 EP3300771B1 EP17196695.5A EP17196695A EP3300771B1 EP 3300771 B1 EP3300771 B1 EP 3300771B1 EP 17196695 A EP17196695 A EP 17196695A EP 3300771 B1 EP3300771 B1 EP 3300771B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- isosorbide
- weight
- sorbitan
- composition
- caprates
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 229960002479 isosorbide Drugs 0.000 title claims description 117
- KLDXJTOLSGUMSJ-JGWLITMVSA-N Isosorbide Chemical compound O[C@@H]1CO[C@@H]2[C@@H](O)CO[C@@H]21 KLDXJTOLSGUMSJ-JGWLITMVSA-N 0.000 title claims description 97
- GHVNFZFCNZKVNT-UHFFFAOYSA-M decanoate Chemical compound CCCCCCCCCC([O-])=O GHVNFZFCNZKVNT-UHFFFAOYSA-M 0.000 title claims description 41
- 239000002781 deodorant agent Substances 0.000 title claims description 36
- 230000001166 anti-perspirative effect Effects 0.000 title claims description 30
- 239000003213 antiperspirant Substances 0.000 title claims description 30
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 title description 60
- 239000000203 mixture Substances 0.000 claims description 111
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 claims description 90
- -1 isosorbide caprylates Chemical class 0.000 claims description 61
- 206010040904 Skin odour abnormal Diseases 0.000 claims description 54
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 48
- 125000005534 decanoate group Chemical group 0.000 claims description 48
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 32
- 239000000600 sorbitol Substances 0.000 claims description 32
- 239000000126 substance Substances 0.000 claims description 32
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims description 29
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 claims description 28
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 21
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 17
- BTSZTGGZJQFALU-UHFFFAOYSA-N piroctone olamine Chemical compound NCCO.CC(C)(C)CC(C)CC1=CC(C)=CC(=O)N1O BTSZTGGZJQFALU-UHFFFAOYSA-N 0.000 claims description 16
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 claims description 14
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 13
- 229960002446 octanoic acid Drugs 0.000 claims description 13
- OIQJEQLSYJSNDS-UHFFFAOYSA-N piroctone Chemical compound CC(C)(C)CC(C)CC1=CC(C)=CC(=O)N1O OIQJEQLSYJSNDS-UHFFFAOYSA-N 0.000 claims description 12
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 claims description 11
- 229940081510 piroctone olamine Drugs 0.000 claims description 11
- 229920001661 Chitosan Polymers 0.000 claims description 10
- 229910021607 Silver chloride Inorganic materials 0.000 claims description 10
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 claims description 10
- 239000004408 titanium dioxide Substances 0.000 claims description 10
- GAWWVVGZMLGEIW-GNNYBVKZSA-L zinc ricinoleate Chemical compound [Zn+2].CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O.CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O GAWWVVGZMLGEIW-GNNYBVKZSA-L 0.000 claims description 10
- 229940100530 zinc ricinoleate Drugs 0.000 claims description 10
- 229940087068 glyceryl caprylate Drugs 0.000 claims description 8
- GHBFNMLVSPCDGN-UHFFFAOYSA-N rac-1-monooctanoylglycerol Chemical compound CCCCCCCC(=O)OCC(O)CO GHBFNMLVSPCDGN-UHFFFAOYSA-N 0.000 claims description 8
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 claims description 7
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 claims description 5
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 claims description 5
- LMEWRZSPCQHBOB-UHFFFAOYSA-M silver;2-hydroxypropanoate Chemical compound [Ag+].CC(O)C([O-])=O LMEWRZSPCQHBOB-UHFFFAOYSA-M 0.000 claims description 5
- 229960003500 triclosan Drugs 0.000 claims description 5
- 239000001069 triethyl citrate Substances 0.000 claims description 5
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 claims description 5
- 235000013769 triethyl citrate Nutrition 0.000 claims description 5
- 229940080812 glyceryl caprate Drugs 0.000 claims description 4
- AEIJTFQOBWATKX-UHFFFAOYSA-N octane-1,2-diol Chemical compound CCCCCCC(O)CO AEIJTFQOBWATKX-UHFFFAOYSA-N 0.000 claims description 4
- 229940071575 silver citrate Drugs 0.000 claims description 4
- QUTYHQJYVDNJJA-UHFFFAOYSA-K trisilver;2-hydroxypropane-1,2,3-tricarboxylate Chemical compound [Ag+].[Ag+].[Ag+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O QUTYHQJYVDNJJA-UHFFFAOYSA-K 0.000 claims description 4
- NCZPCONIKBICGS-UHFFFAOYSA-N 3-(2-ethylhexoxy)propane-1,2-diol Chemical compound CCCCC(CC)COCC(O)CO NCZPCONIKBICGS-UHFFFAOYSA-N 0.000 claims description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
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- 229940100524 ethylhexylglycerin Drugs 0.000 claims description 3
- 229940045110 chitosan Drugs 0.000 claims description 2
- 239000004411 aluminium Substances 0.000 claims 1
- 208000035985 Body Odor Diseases 0.000 description 49
- 238000009472 formulation Methods 0.000 description 26
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 19
- 238000003756 stirring Methods 0.000 description 14
- 239000000284 extract Substances 0.000 description 13
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
- 230000000694 effects Effects 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- 210000001099 axilla Anatomy 0.000 description 9
- 239000004615 ingredient Substances 0.000 description 9
- BIOGOMUNGWOQHV-GMQQQROESA-N [(3s,3ar,6r,6ar)-6-octanoyloxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl] octanoate Chemical compound CCCCCCCC(=O)O[C@H]1CO[C@@H]2[C@H](OC(=O)CCCCCCC)CO[C@@H]21 BIOGOMUNGWOQHV-GMQQQROESA-N 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 8
- 239000000523 sample Substances 0.000 description 8
- 239000013543 active substance Substances 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 230000021736 acetylation Effects 0.000 description 6
- 238000006640 acetylation reaction Methods 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- 229920002498 Beta-glucan Polymers 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 229950001046 piroctone Drugs 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- VHKVLKOUCPZRMP-XHIHJMKYSA-N [(2R)-2-[(2S,3R,4S)-3,4-dihydroxyoxolan-2-yl]-2-octanoyloxyethyl] octanoate Chemical compound CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC)[C@H]1OC[C@H](O)[C@H]1O VHKVLKOUCPZRMP-XHIHJMKYSA-N 0.000 description 4
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- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 229910021536 Zeolite Inorganic materials 0.000 description 3
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- BQMNFPBUAQPINY-UHFFFAOYSA-N azane;2-methyl-2-(prop-2-enoylamino)propane-1-sulfonic acid Chemical compound [NH4+].[O-]S(=O)(=O)CC(C)(C)NC(=O)C=C BQMNFPBUAQPINY-UHFFFAOYSA-N 0.000 description 3
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- 229920006037 cross link polymer Polymers 0.000 description 3
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 3
- 235000013399 edible fruits Nutrition 0.000 description 3
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- ANZUDYZHSVGBRF-UHFFFAOYSA-N 3-ethylnonane-1,2,3-triol Chemical compound CCCCCCC(O)(CC)C(O)CO ANZUDYZHSVGBRF-UHFFFAOYSA-N 0.000 description 2
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- 235000000193 zinc lactate Nutrition 0.000 description 1
- 239000011576 zinc lactate Substances 0.000 description 1
Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/20—Halogens; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/27—Zinc; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/29—Titanium; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/60—Sugars; Derivatives thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/736—Chitin; Chitosan; Derivatives thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
Definitions
- the present invention relates to the use of isosorbide caprylates / caprates in antiperspirants and deodorants to improve their effect on reducing body odor.
- the object was therefore to provide compounds which improve the action of the antiperspirants and deodorants with regard to the duration of the reduction in body odor. They should also be based on renewable raw materials and should be toxicologically safe.
- compositions comprising one or more isosorbide caprylates / caprates.
- the invention thus relates to the use of a composition comprising one or more isosorbide caprylates / caprates (composition A) in antiperspirants and deodorants to improve their action to reduce body odor.
- Isosorbide caprylates / caprates mean both the pure caprylates or caprates and also mixtures of caprylates and caprates.
- the isosorbide caprylates / caprates are mixtures of caprylates and caprates, preferably in a molar ratio of 1: 2 to 2: 1 and particularly preferably in a molar ratio of 2: 3 to 3: 2.
- the isosorbide caprylates / caprates are caprylates with a caprate fraction of at most 5 mol%, particularly preferably of at most 0.5 mol% and particularly preferably pure caprylates which are free of Caprates.
- the isosorbide caprylates / caprates are caprates with a caprylate content of at most 5 mol%, particularly preferably of at most 0.5 mol% and particularly preferably pure caprates which are free of Caprylates.
- Body odor is preferably understood to mean the smell of sweat.
- compositions A contain, in addition to the one or more isosorbide caprylates / caprates, one or more sorbitan caprylates / caprates.
- the sorbitan caprylates / caprates are mixtures of caprylates and caprates, preferably in a molar ratio of 1: 2 to 2: 1 and particularly preferably in a molar ratio of 2: 3 to 3: 2.
- the sorbitan caprylates / caprates are caprylates with a proportion of the caprates of a maximum of 5 mol%, particularly preferably a maximum of 0.5 mol% and particularly preferably pure caprylates which are free of caprates.
- the sorbitan caprylates / caprates are caprates with a caprylate content of at most 5 mol%, particularly preferably of at most 0.5 mol% and particularly preferably pure caprates which are free of Caprylates.
- the isosorbide caprylates / caprates can be isosorbide monocaprylate / caprate, isosorbide dicaprylate / caprate or any mixtures thereof.
- the sorbitan caprylates / caprates can be mono-, di-, tri- or tetracaprylate / caprate or any mixtures thereof.
- Sorbitan caprylate / caprate and isosorbide caprylate / caprate are based on renewable raw materials and are toxicologically safe.
- compositions such as isosorbide caprylates / caprates and / or sorbitan caprylates / caprates in compositions such. B. in cosmetic, dermatological or pharmaceutical compositions is already known.
- WO 2010/108738 A2 (Evonik) describes formulations for the cleaning and care of human or animal parts of the body containing sorbitan carboxylic acid esters, the carboxylic acid portion of the sorbitan carboxylic acid ester being derived from a carboxylic acid containing 6 to 10 carbon atoms and the sorbitan carboxylic acid esters having a hydroxyl number (OH number) of greater than 350 and the use of Sorbitan carboxylic acid esters mentioned as viscosity regulators, care ingredients, foam boosters or solubilizers in cleaning or care formulations.
- OH number hydroxyl number
- JP 8173787 (A ) (Lion) describes a composition containing a surfactant containing a fatty acid ester of dehydrated sorbitol and the use as an oil-in-water emulsifier and as a cleaning base.
- the compositions may contain mono- or diesters of caprylic and / or capric acid with a polyol selected from the group consisting of 1,5-sorbitan, 1,4-sorbitan and isosorbide.
- Isosorbide caprylate / caprate and sorbitan caprylate / caprate can e.g. B. according to methods familiar to the skilled worker.
- these compounds can be prepared by esterification of sorbitol or isosorbide by customary methods known to those skilled in the art, both sorbitol and isosorbide itself and the acid components used for the esterification in turn being commercially available.
- the effect of the antiperspirants and deodorants is preferably further improved with regard to the duration of the reduction in body odor.
- composition A preferably contains one or more further compounds selected from the group consisting of caprylic acid, capric acid, sorbitol, sorbitol caprylates, sorbitol caprates, sorbitan and isosorbide and optionally one or more sorbitan caprylates / caprates.
- the sorbitol caprylates and sorbitol caprates can be the corresponding mono-, di-, tri-, tetra-, penta- and hexa esters of sorbitol or any mixtures of these substances.
- composition A at least 50.0% by weight, preferably at least 60.0% by weight. %, particularly preferably at least 70.0% by weight and particularly preferably at least 75.0% by weight, based on the total weight of composition A.
- Composition A further preferably contains isosorbide monocaprylate / caprate.
- Composition A further preferably contains, in addition to isosorbide monocaprylate / caprate, additionally sorbitan monocaprylate / caprate.
- the total amount of isosorbide monocaprylate / caprate and the sorbitan monocaprylate / caprate optionally additionally contained in composition A in composition A is at least 30.0% by weight, preferably at least 35.0% by weight, particularly preferably at least 40.0 % By weight and particularly preferably at least 45% by weight, based on the total weight of composition A.
- the total amount of isosorbide monocaprylate / caprate and the sorbitan monocaprylate / caprate optionally additionally contained in composition A can be up to 100% by weight in composition A. -%.
- the total amount of isosorbide monocaprylate / caprate and the sorbitan monocaprylate / caprate optionally additionally contained in composition A is only up to 90.0% by weight, preferably up to 80.0% by weight and particularly preferably up to 70.0% by weight.
- composition A contains, in addition to isosorbide monocaprylate / caprate, sorbitan monocaprylate / caprate and the weight ratio of sorbitan monocaprylate / caprate to isosorbide monocaprylate / caprate in composition A is from 20: 1 to 1: 100, preferably from 10: 1 to 1:10, particularly preferably from 6: 1 to 1: 6, particularly preferably from 3: 1 to 1: 5 and extremely preferably from 1: 1 to 1: 4.
- compositions A either contain no caprylic acid and capric acid or up to 1.0% by weight of caprylic acid and capric acid.
- compositions A contain no compounds selected from sorbitol, sorbitol caprylates and sorbitol caprates.
- compositions A consist of the one or more isosorbide caprylates / caprates, optionally additionally the one or more sorbitan caprylates / caprates and optionally additionally the one or more compounds selected from the group consisting of caprylic acid, capric acid, Sorbitol, sorbitol caprylates, sorbitol caprates, sorbitan and isosorbide.
- compositions A contain one or more compounds selected from sorbitol, sorbitol caprylates and sorbitol caprates, these compounds are preferably together in an amount less than or equal to 5.0% by weight, particularly preferably in an amount less than or equal to 3.0% by weight. %, particularly preferably in an amount less than or equal to 1.0% by weight and extremely preferably in an amount less than or equal to 0.5% by weight in compositions A, the details in% by weight in each case referring to the Total weight of the finished compositions A are related.
- the hydroxyl or OH number of a substance is understood to mean that amount of KOH in mg which is equivalent to the amount of acetic acid bound in the acetylation of 1 g of substance.
- Suitable methods of determination for determining the OH number are e.g. B. DGF CV 17 a (53), Ph.Eur.2.5.3 Method A and DIN 53240 .
- the OH numbers are determined based on DIN 53240-2.
- the procedure is as follows: 1 g of the homogenized sample to be measured is weighed to the nearest 0.1 mg. 20.00 ml of acetylation mixture (acetylation mixture: 50 ml of acetic anhydride are stirred into 1 liter of pyridine) are added. The sample is completely dissolved in the acetylation mixture, if necessary with stirring and heating. 5 ml of catalyst solution (catalyst solution: 2 g of 4-dimethylaminopyridine are dissolved in 100 ml of pyridine) are added. The reaction vessel is closed and placed in the preheated water bath at 55 ° C for 10 minutes, mixing well.
- reaction solution is then mixed with 10 ml of deionized water, the reaction vessel is closed again and allowed to react again in the shaking water bath for 10 minutes.
- the sample is cooled to room temperature (25 ° C). 50 ml of 2-propanol and 2 drops of phenolphthalein are then added.
- Vb - Va is the amount of the sodium hydroxide solution used in ml which is equivalent to the amount of acetic acid bound in the acetylation of the sample to be measured described above.
- the amount of composition A in the antiperspirant or deodorant is preferably from 0.1 to 20.0% by weight, particularly preferably from 0.5 to 15.0% by weight, particularly preferably from 2.0 to 13.0 % By weight and extremely preferably from 3.0 to 10.0% by weight, based on the total weight of the antiperspirant or deodorant.
- the antiperspirants and deodorants preferably contain no aluminum-containing compounds.
- the antiperspirants and deodorants contain no further substances which are active against body odor.
- further substances which are active against body odor are understood in particular to be compounds which differ from caprylic acid, capric acid, sorbitol, sorbitol caprylates, sorbitol caprates, sorbitan, sorbitan caprylates / caprates, isosorbide and isosorbide caprylates / caprates.
- the antiperspirants and deodorants contain one or more further substances which are active against body odor.
- the one or more further substances active against body odor are preferably selected from the group consisting of Acorus Gramineus Root / Stem / Luffa Cylindrica Fruit / Camellia Sinensis Leaf Extract, Adipic Acid / Neopentyl Glycol Crosspolymer, Alpinia Uraiensis Stalk / Leaf Water, Amber Powder , Ammonium Phenolsulfonate, Ammonium Silver Zeolite, Ammonium Silver Zinc Aluminum Silicate, Benzalkonium Bromide, Benzalkonium Cetyl Phosphate, Benzalkonium Chloride, Benzalkonium Saccharinate, Benzethonium Chloride, Boesenbergia Pandurata Rhizome Extract, Bromochlorophene, Bursera Graveolens Fruit Oil / Acrylate Acrylate Fruit Oil, Acrylate Acrylate Copolymer, t-Butyl Methylphenoxy Phenol, Butyloctanoic Acid
- the one or more further substances active against body odor are particularly preferably selected from the group consisting of caprylyl glycol, chitosan, ethylhexylglycerol, glyceryl caprylate, glyceryl caprylate / caprate, octanediol, piroctonol, piroctone olamine, silver citrate, silver chloride (and) Titanium Dioxide, Silver Chloride (and) Titanium Dioxide (and) Diethylhexyl Sodium Sulfosuccinate (and) Propylene Glycol, Silver Lactate, Triclosan, Triethylcitrate and Zinc Ricinoleate.
- the one or more further substances active against body odor are particularly preferably selected from the group consisting of zinc ricinoleates, silver chloride (and) titanium dioxide (and) diethylhexyl sodium sulfosuccinate (and) propylene glycol, piroctonol, piroctone olamine, chitosan, octanediol , Ethylhexylglycerol, caprylyl glycol, glyceryl caprylate, glyceryl caprylate / caprate, silver citrate, silver lactate, triclosan and triethyl citrate.
- the one or more further substances active against body odor are selected with extreme preference from the group consisting of Zinc Ricinoleate, Silver Chloride (and) Titanium Dioxide (and) Diethylhexyl Sodium Sulfosuccinate (and) Propylene Glycol (e.g. JM ActiCare®) , Piroctonol, chitosan, octanediol and piroctone olamine.
- the antiperspirants or deodorants are preferably in the form of sticks, roll-ons, fluids, gels, sprays, lotions or creams.
- the antiperspirants or deodorants are preferably built up on an aqueous or aqueous-alcoholic basis or are in the form of emulsions or Dispersions. They are particularly preferably in the form of emulsions and particularly preferably they are in the form of oil-in-water emulsions.
- the antiperspirants or deodorants can contain, as further auxiliaries and additives, all substances customarily used for this application, for example oils, waxes, emulsifiers, co-emulsifiers, dispersants, surfactants, defoamers, solubilizers, electrolytes, hydroxy acids, stabilizers, polymers, film formers, Thickeners, gelling agents, superfatting agents, refatting agents, other antimicrobial agents, biogenic agents, astringents, active agents, sun protection filters, antioxidants, oxidants, humectants, solvents, colorants, pigments, pearlescent agents, fragrances, opacifiers and / or silicones.
- oils for example oils, waxes, emulsifiers, co-emulsifiers, dispersants, surfactants, defoamers, solubilizers, electrolytes, hydroxy acids, stabilizers, polymers, film formers, Thickeners, gelling agents, superfatting agents,
- the antiperspirants or deodorants have pH values of preferably 2 to 11, particularly preferably 4.5 to 8.5 and particularly preferably 5.0 to 6.5.
- phase ingredient % By weight A water ad 100 B Talc (Luzenac® 00) 9.0 C. Ammonium Acryloyldimethyltaurate / Beheneth-25 Methacrylate Crosspolymer (Aristoflex® HMB) 0.6 Xanthan gum 0.1 D Squalane 9.0 E Preservative q.s.
- phase ingredient % By weight A water ad 100 B PEG-150 Distearate (Rewopal® PEG 6000 DS) 1.0 C. Ceteareth-25 (Genapol® T 250) 5.0 Butylene glycol 3.0 Dicaprylyl ether (Cetiol® OE) 1.0 Glyceryl isostearate 2.0 D water 15.0 Lactic acid q.s. E Preservative q.s.
- the subjects' two axils are preconditioned over several days, i.e. H. no antiperspirants and deodorants are used and a pH-skin-neutral, unscented liquid soap is used.
- the axillary body odor and product fragrance according to intensity before and after treatment for a total of 48 hours by three olfactory experts rated.
- the opposite axilla is not treated and serves as a standard for determining the relative decrease in intensity of the axillary body odor in comparison to the axilla, which was treated with the basic formulation containing active substances against body odor in component D.
- Tables A1-A6 Results of attempts to reduce body odor using sorbitan / isosorbide caprylate X1 after 24 and 48 hours composition added to basic formulation Basic wording Result after 24 hours [%] Result after 48 hours [%] no I. 0 0 7.6% by weight sorbitan / isosorbide caprylate X1 I. 23 21st no II 0 0 1.0% by weight sorbitan / isosorbide caprylate X1 II 10th 9 4.0% by weight sorbitan / isosorbide caprylate X1 II 21st 20th
- Table A1 show that the ingredients of the basic formulation do not reduce body odor.
- the addition of up to 7.6% by weight of sorbitan / isosorbide caprylate X1 reduces the intensity of the body odor over the examined period of 48 hours after application. What is striking here is that the reduction in the intensity of body odor is surprisingly 48 hours after application only slightly below the value 24 hours after application.
- Table A2 Results of attempts to reduce body odor using sorbitan / isosorbide caprylate X1, octanediol, zinc ricinoleate and combination after 24 and 48 hours composition added to basic formulation I.
- Table A3 show that sorbitan / isosorbide caprylate X1 in antiperspirants and deodorants improves the effect of JM ActiCare® in terms of the strength and duration of the reduction in body odor.
- Table A4 Results of attempts to reduce body odor using sorbitan / isosorbide caprylate X1 and piroctonol after 24 and 48 hours composition added to basic formulation I.
- Table A5 show that sorbitan / isosorbide caprylate X1 in antiperspirants and deodorants improves the effect of Zenvivo® Aqua in terms of the strength and duration of the reduction in body odor.
- Table A6 Results from attempts to reduce body odor using sorbitan / isosorbide caprylate X1 and Zenvivo® Protect after 24 and 48 hours composition added to basic formulation II Result after 24 hours [%] Result after 48 hours [%] 0.4% by weight Zenvivo® Protect 28 19th 1.0% by weight sorbitan / isosorbide caprylate X1 + 0.4% by weight Zenvivo® Protect 32 25th
- phase ingredient % By weight A Hydroxyethyl cellulose (Tylose® H 10000 G4) 0.7 B water ad 100 C. Piroctone Olamine (Octopirox®) 0.2 D Ethanol 30.0 E Sorbitan / isosorbide caprylate X1 8.0 Propylene glycol 5.0 PEG-40 Hydrogenated Castor Oil (Emulsogen® HCO 040) 0.5 F Citric Acid (pH 5.0-5.5) q.s.
- phase ingredient % By weight A Piroctone Olamine (Octopirox®) 0.1 Sorbitan / isosorbide caprylate X1 4.0 1,3-butanediol 30.0 Propylene glycol 27.0 Isosteareth-20 (Rewoderm® 66E) 4.0 Steareth-2 (Genapol® HS 020) 1.0 B Polyglycol 1500 (PEG-32) 5.0 C. water ad 100 D Sodium stearate 6.0
- phase ingredient % By weight A PEG-40 Hydrogenated Castor Oil (Emulsogen® HCO 040) 1.0 25.0 Ethanol 0.1 Piroctone Olamine (Octopirox®) 3.0 Sorbitan / isosorbide caprylate X1 B Propylene glycol 20.0 Diisopropyl Adipate (Isoadipate® 660014) 1.0 water ad 100 C. Citric acid q.s. D Ammonium Acryloyldimethyltaurate / VP Copolymer (Aristoflex® AVC) 1.3
- Formulation example 4 Antiperspirant in the form of a foot spray
- phase ingredient % By weight
- B Ethanol 55.0 Propylene glycol 5.0
- Formulation example 5 Deodorant in the form of a foot cream
- phase ingredient % By weight A Piroctone Olamine (Octopirox®) 0.2 Propylene glycol 2.0 B Triceteareth-4 phosphates (Hostaphat® KW 340 D) 2.5 Sorbitan / isosorbide caprylate X1 5.0 Caprylyl Methicone (SilCare® Silicone 41M15) 1.0 PEG-4 polyglyceryl-2 stearate (Hostacerin® DGSB) 1.5 Cetearyl alcohol 2.0 Caprylic / Capric Triglyceride (Velsan® CCT) 4.0 C. Ammonium Acryloyldimethyltaurate / VP Copolymer (Aristoflex® AVC) 0.8 D water ad 100 Propylene glycol 2.0 E Camphor 0.1 menthol 0.2 F Citric acid q.s.
- Zinc Ricinoleate, JM ActiCare®, Piroctonol, Chitosan (Zenvivo® Aqua, Zenvio® Protect), Octanediol, Ethylhexylglycerin, Caprylyl Glycol, Glyceryl Caprylate, Glyceryl Caprylate / Caprate can be used instead of Piroctone Olamine.
- sorbitan / isosorbide caprylate X1 instead of sorbitan / isosorbide caprylate X1, it is also possible to use sorbitan / isosorbide caprylate X2, isosorbide caprylate X3, sorbitan / isosorbide caprate X4, sorbitan / isosorbide caprate X5, isosorbide caprate X6 / sorbitan capate / 7 / sorbitan cap / X Incorporate isosorbide caprylate / caprat X8 and isosorbide caprylate / caprat X9.
- Sorbitan / isosorbide caprate X4 of the following composition:
- Sorbitan / isosorbide caprylate / caprat X7 of the following composition:
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Claims (15)
- Utilisation d'une composition contenant un ou plusieurs caprylates/caprates d'isosorbide (composition A) dans des antitranspirants et des déodorants pour l'amélioration de l'effet des antitranspirants et des déodorants en ce qui concerne la durée de l'atténuation de l'odeur corporelle.
- Utilisation selon la revendication 1, caractérisée en ce que la composition A contient de plus, outre le ou les caprylates/caprates d'isosorbide, un ou plusieurs caprylates/caprates de sorbitane.
- Utilisation selon la revendication 1 ou 2, caractérisée en ce que l'effet des antitranspirants et des déodorants en ce qui concerne le pouvoir d'atténuation de l'odeur corporelle étant amélioré.
- Utilisation selon l'une ou plusieurs des revendications 1 à 3, caractérisée en ce que la composition A contient, outre le ou les caprylates/caprates d'isosorbide, un ou plusieurs composés supplémentaires choisis dans le groupe constitué par l'acide caprylique, l'acide caprique, le sorbitol, des caprylates de sorbitol, des caprates de sorbitol, le sorbitane et l'isosorbide et éventuellement un ou plusieurs caprylates/caprates de sorbitane.
- Utilisation selon l'une ou plusieurs des revendications 1 à 4, caractérisée en ce que la quantité totale du ou des caprylates/caprates d'isosorbide et du ou des caprylates/caprates de sorbitane éventuellement de plus contenus dans la composition A, dans la composition A est d'au moins 50,0 % en poids, par rapport au poids total de la composition A.
- Utilisation selon l'une ou plusieurs des revendications 1 à 5, caractérisée en ce que la quantité totale du ou des caprylates/caprates d'isosorbide et du ou des caprylates/caprates de sorbitane éventuellement de plus contenus dans la composition A, dans la composition A est d'au moins 60,0 % en poids, particulièrement préférablement d'au moins 70,0 % en poids et en particulier préférablement d'au moins 75,0 % en poids, par rapport au poids total de la composition A.
- Utilisation selon l'une ou plusieurs des revendications 1 à 6, caractérisée en ce que la composition A contient du monocaprylate/caprate d'isosorbide.
- Utilisation selon la revendication 7, caractérisée en ce que la composition A contient de plus, outre le monocaprylate/caprate d'isosorbide, du monocaprylate/caprate de sorbitane.
- Utilisation selon la revendication 7 ou 8, caractérisée en ce que la quantité totale de monocaprylate/caprate d'isosorbide et du monocaprylate/caprate de sorbitane éventuellement de plus contenu dans la composition A, dans la composition A est d'au moins 30,0 % en poids, de préférence d'au moins 35,0 % en poids, particulièrement préférablement d'au moins 40,0 % en poids et en particulier préférablement d'au moins 45 % en poids, par rapport au poids total de la composition A.
- Utilisation selon la revendication 8 ou 9, caractérisée en ce que la composition A contient de plus, outre le monocaprylate/caprate d'isosorbide, du monocaprylate/caprate de sorbitane et le rapport pondéral de monocaprylate/caprate de sorbitane à monocaprylate/caprate d'isosorbide dans la composition A est de 20:1 à 1:100, de préférence de 10:1 à 1:10, particulièrement préférablement de 6:1 à 1:6, en particulier préférablement de 3:1 à 1:5 et extraordinairement préférablement de 1:1 à 1:4.
- Utilisation selon l'une ou plusieurs des revendications 1 à 10, caractérisée en ce que la quantité de composition A dans l'antitranspirant ou le déodorant est de 0,1 à 20,0 % en poids, de préférence de 0,5 à 15,0 % en poids, particulièrement préférablement de 2,0 à 13,0 % en poids et en particulier préférablement de 3,0 à 10,0 % en poids, par rapport au poids total de l'antitranspirant ou du déodorant.
- Utilisation selon l'une ou plusieurs des revendications 1 à 11, caractérisée en ce que les antitranspirants et les déodorants ne contiennent aucun composé contenant de l'aluminium.
- Utilisation selon l'une ou plusieurs des revendications 1 à 12, caractérisée en ce que les antitranspirants et les déodorants ne contiennent aucune substance active supplémentaire contre l'odeur corporelle.
- Utilisation selon l'une ou plusieurs des revendications 1 à 12, caractérisée en ce que les antitranspirants et les déodorants contiennent une ou plusieurs substances actives supplémentaires contre l'odeur corporelle.
- Utilisation selon la revendication 14, caractérisée en ce que la ou les substances actives supplémentaires contre l'odeur corporelle sont choisies dans le groupe constitué par le caprylyle glycol, le chitosane, l'éthylhexylglycérine, le caprylate de glycéryle, le caprylate/caprate de glycéryle, l'octanediol, le piroctonol, la piroctone-olamine, le citrate d'argent, le chlorure d'argent (et) les dioxydes de titane, le chlorure d'argent (et) les dioxydes de titane (et) le sulfosuccinate sodique de diéthylhexyle (et) le propylèneglycol, le lactate d'argent, le triclosan, le citrate de triéthyle et le ricinoléate de zinc.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102011119033A DE102011119033A1 (de) | 2011-11-22 | 2011-11-22 | Verwendung von Isosorbidcaprylaten/capraten in Deodorantien und Antiperspirantien |
EP12798153.8A EP2782645B1 (fr) | 2011-11-22 | 2012-11-21 | Utilisation de caprylates/caprates d'isosorbide dans des déodorants et des anti-transpirants |
PCT/EP2012/004827 WO2013075826A2 (fr) | 2011-11-22 | 2012-11-21 | Utilisation de caprylates/caprates d'isosorbide dans des déodorants et des anti-transpirants |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP12798153.8A Division EP2782645B1 (fr) | 2011-11-22 | 2012-11-21 | Utilisation de caprylates/caprates d'isosorbide dans des déodorants et des anti-transpirants |
Publications (2)
Publication Number | Publication Date |
---|---|
EP3300771A1 EP3300771A1 (fr) | 2018-04-04 |
EP3300771B1 true EP3300771B1 (fr) | 2020-06-17 |
Family
ID=46671455
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP17196695.5A Active EP3300771B1 (fr) | 2011-11-22 | 2012-11-21 | Utilisation d'isosorbidecaprylates/caprates dans des déodorants et des anti-transpirants |
EP12798153.8A Active EP2782645B1 (fr) | 2011-11-22 | 2012-11-21 | Utilisation de caprylates/caprates d'isosorbide dans des déodorants et des anti-transpirants |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP12798153.8A Active EP2782645B1 (fr) | 2011-11-22 | 2012-11-21 | Utilisation de caprylates/caprates d'isosorbide dans des déodorants et des anti-transpirants |
Country Status (7)
Country | Link |
---|---|
US (1) | US20140322151A1 (fr) |
EP (2) | EP3300771B1 (fr) |
JP (2) | JP6236395B2 (fr) |
CN (1) | CN104302359B (fr) |
BR (1) | BR112014012246A2 (fr) |
DE (1) | DE102011119033A1 (fr) |
WO (1) | WO2013075826A2 (fr) |
Families Citing this family (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102009022445A1 (de) | 2009-05-23 | 2009-12-24 | Clariant International Limited | Zusammensetzung enthaltend Sorbitanmonocaprylat und Alkohol |
WO2013017255A1 (fr) | 2011-08-04 | 2013-02-07 | Clariant International Ltd | Utilisation de monoesters d'isosorbide en tant qu'epaississants |
ES2562854T3 (es) | 2011-08-04 | 2016-03-08 | Clariant International Ltd | Empleo de monoésteres de isosorbida como productos activos fungicidas |
JP6037574B2 (ja) | 2011-08-04 | 2016-12-07 | クラリアント・インターナシヨナル・リミテツド | イソソルビドモノエステルおよびn−ヒドロキシピリドン類を含有する組成物 |
WO2013017261A1 (fr) | 2011-08-04 | 2013-02-07 | Clariant International Ltd | Composition contenant des monoesters d'isosorbide et des diesters d'isosorbide |
JP6120845B2 (ja) | 2011-08-04 | 2017-04-26 | クラリアント・インターナシヨナル・リミテツド | イソソルビドモノエステルと、少なくとも1個の芳香族基を含有するアルコールとを含有する組成物 |
DE102011119033A1 (de) * | 2011-11-22 | 2012-09-06 | Clariant International Ltd. | Verwendung von Isosorbidcaprylaten/capraten in Deodorantien und Antiperspirantien |
JP6339940B2 (ja) | 2011-12-20 | 2018-06-06 | ビョーメ バイオサイエンシズ ピーブイティー.リミテッド | 真菌感染症の治療用の局所用オイル組成物 |
FR2998569B1 (fr) * | 2012-11-26 | 2015-01-09 | Roquette Freres | Procede de fabrication de compositions de diesters de 1,4 : 3,6-dianhydrohexitol |
WO2016090247A1 (fr) * | 2014-12-05 | 2016-06-09 | Mary Kay Inc. | Compositions cosmétiques |
ES2770111T3 (es) | 2015-04-24 | 2020-06-30 | Basf Se | Diésteres de isosorbida como agentes nacarantes y opacificantes |
US20180289003A1 (en) * | 2015-08-24 | 2018-10-11 | Smith & Nephew, Inc. | Synergistic antibacterial activity of medium polarity oils in combination with antibacterial agents on bacterial biofilms |
DE102015225958A1 (de) * | 2015-12-18 | 2017-06-22 | Henkel Ag & Co. Kgaa | Kosmetische Mittel, enthaltend eine Kombination von mindestens zwei verschiedenen Wirkstoffen |
US10806769B2 (en) | 2016-03-31 | 2020-10-20 | Gojo Industries, Inc. | Antimicrobial peptide stimulating cleansing composition |
JP2019510036A (ja) | 2016-03-31 | 2019-04-11 | ゴジョ・インダストリーズ・インコーポレイテッド | プロバイオティクス/プレバイオティクス有効成分を含む清浄剤組成物 |
GR1009087B (el) * | 2016-06-01 | 2017-08-11 | ΦΑΡΜΑΣΕΠΤ - ΕΙΣΑΓ - ΑΝΤΙΠΡΟΣΩΠΕΙΕΣ ΦΑΡΜΑΚΕΥΤΙΚΩΝ ΕΙΔΩΝ με δ.τ. "PHARMASEPT Ε.Π.Ε. | Συστατικο για την παραγωγη καλλυντικων προϊοντων |
EP3468544A2 (fr) * | 2016-06-13 | 2019-04-17 | Vyome Therapeutics Limited | Compositions antifongiques synergiques et leurs procédés |
WO2017216722A2 (fr) * | 2016-06-13 | 2017-12-21 | Vyome Biosciences Pvt. Ltd. | Compositions antifongiques synergiques et leurs procédés |
AU2017285148B2 (en) | 2016-06-17 | 2019-05-16 | Unilever Global Ip Limited | Deodorant products |
PL3538058T3 (pl) * | 2016-11-10 | 2022-04-19 | Givaudan Sa | Środek dezodoryzujący zawierający neodekanian cynku |
AU2017365019A1 (en) | 2016-11-23 | 2019-07-11 | Gojo Industries, Inc. | Sanitizer composition with probiotic/prebiotic active ingredient |
JP7436386B2 (ja) | 2018-12-04 | 2024-02-21 | 日清オイリオグループ株式会社 | 油性保湿剤及びそれを含む皮膚外用組成物 |
FR3108034B1 (fr) | 2020-03-11 | 2022-09-09 | Hyteck | Composition deodorante |
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2507425B2 (ja) * | 1987-05-23 | 1996-06-12 | 新田ゼラチン株式会社 | 化粧料 |
IL112649A (en) * | 1994-02-22 | 1999-12-22 | Curtis Helene Ind Inc | Topically effective compositions for application to the skin or hair |
JPH08173787A (ja) | 1994-08-12 | 1996-07-09 | Lion Corp | 界面活性剤組成物 |
JPH08187070A (ja) * | 1994-11-10 | 1996-07-23 | Lion Corp | 飲食品用抗菌剤及び飲食品 |
JP3936968B2 (ja) * | 2000-04-27 | 2007-06-27 | 塩野香料株式会社 | 天然物由来の抗菌剤、抗菌性香料および、それらを含有する化粧品 |
JP2002255774A (ja) * | 2001-03-02 | 2002-09-11 | Kao Corp | デオドラント剤 |
DE102009001748A1 (de) | 2009-03-23 | 2010-09-30 | Evonik Goldschmidt Gmbh | Formulierungen enthaltend Sorbitancarbonsäureester |
DE102009022444A1 (de) | 2009-05-23 | 2010-01-07 | Clariant International Limited | Zusammensetzung enthaltend Sorbitanmonocaprylat und antimikrobielle Wirkstoffe |
DE102009022445A1 (de) | 2009-05-23 | 2009-12-24 | Clariant International Limited | Zusammensetzung enthaltend Sorbitanmonocaprylat und Alkohol |
EP2739148B1 (fr) * | 2011-08-04 | 2016-09-28 | Clariant International Ltd | Compositions comprenant du monoester d'isosorbide et des diols aliphatiques vicinals |
DE102011119033A1 (de) * | 2011-11-22 | 2012-09-06 | Clariant International Ltd. | Verwendung von Isosorbidcaprylaten/capraten in Deodorantien und Antiperspirantien |
-
2011
- 2011-11-22 DE DE102011119033A patent/DE102011119033A1/de not_active Withdrawn
-
2012
- 2012-11-21 BR BR112014012246A patent/BR112014012246A2/pt not_active IP Right Cessation
- 2012-11-21 US US14/358,449 patent/US20140322151A1/en not_active Abandoned
- 2012-11-21 WO PCT/EP2012/004827 patent/WO2013075826A2/fr active Application Filing
- 2012-11-21 EP EP17196695.5A patent/EP3300771B1/fr active Active
- 2012-11-21 EP EP12798153.8A patent/EP2782645B1/fr active Active
- 2012-11-21 CN CN201280064376.8A patent/CN104302359B/zh not_active Expired - Fee Related
- 2012-11-21 JP JP2014541572A patent/JP6236395B2/ja not_active Expired - Fee Related
-
2017
- 2017-10-19 JP JP2017202466A patent/JP6549670B2/ja not_active Expired - Fee Related
Non-Patent Citations (1)
Title |
---|
None * |
Also Published As
Publication number | Publication date |
---|---|
WO2013075826A2 (fr) | 2013-05-30 |
EP2782645B1 (fr) | 2017-10-18 |
JP6236395B2 (ja) | 2017-11-22 |
JP6549670B2 (ja) | 2019-07-24 |
JP2018052947A (ja) | 2018-04-05 |
US20140322151A1 (en) | 2014-10-30 |
CN104302359B (zh) | 2017-03-22 |
JP2014533667A (ja) | 2014-12-15 |
DE102011119033A1 (de) | 2012-09-06 |
EP2782645A2 (fr) | 2014-10-01 |
CN104302359A (zh) | 2015-01-21 |
BR112014012246A2 (pt) | 2017-05-30 |
WO2013075826A3 (fr) | 2014-02-20 |
EP3300771A1 (fr) | 2018-04-04 |
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